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Water → HCID 59130466、化合物

HRID 1992620
ノート
印刷プレビュー

反応式

HRID 1992620 の反応式
[NH2:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:19]2[C:18]3[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=3[N:12]=[C:11]([NH2:20])[C:10]=2[N:9]=[CH:8]1.C(N(CC)CC)C.[C:28](Cl)(=[O:30])[CH3:29].O>N1C=CC=CC=1>[NH2:20][C:11]1[C:10]2[N:9]=[CH:8][N:7]([CH2:6][CH2:5][CH2:4][CH2:3][O:2][NH:1][C:28](=[O:30])[CH3:29])[C:19]=2[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[N:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6367Acetyl chloride2 回HCID 8471TriethylamineHCID 68539374HCID 68539374、化合物

生成物 1

HCID 59130466HCID 59130466、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of the 1-[4-(aminooxy)butyl]-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-4-amine from Part C (200 mg, 0.73 mmol) and triethylamine (512 μL, 3.56 mmol) in pyridine (25 mL) was added acetyl chloride (57 μL, 0.80 mmol). The solution was stirred for 30 minutes at ambient temperature, and additional acetyl chloride (1 equivalent) was added. After 1 hour, water was added and the mixture was extracted with dichloromethane (2×). The aqueous layer was concentrated under reduced pressure to yield a white solid that was purified by chromatography (silica gel, gradient elution with 0-10% methanol in dichloromethane with a small amount of concentrated ammonium hydroxide added) to provide 30 mg of N-[4-(4-amino-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-1-yl)butoxy]acetamide as a white solid.

後処理

  1. waitAfter 1 hour
  2. extractionthe mixture was extracted with dichloromethane (2×)
  3. concentrationThe aqueous layer was concentrated under reduced pressure
  4. customto yield a white solid
  5. customthat was purified by chromatography (
  6. washsilica gel, gradient elution with 0-10% methanol in dichloromethane with a small amount of concentrated ammonium hydroxide
  7. additionadded)

出典と根拠

ORDレコード
ord-0d0f6640ff1a4a359dc6ab4089431475
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07648997B2

反応ノート

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